EP 0263523 B1 19931229 - Process for the preparation of thiazolo [2,3-b] quinazolones.
Title (en)
Process for the preparation of thiazolo [2,3-b] quinazolones.
Title (de)
Verfahren zur Herstellung von Thiazolo-(2,3-b)-chinazolonen.
Title (fr)
Procédé pour la préparation de thiazolo [2,3-b] quinazolones.
Publication
Application
Priority
DE 3634532 A 19861010
Abstract (en)
[origin: EP0263523A2] Thiazolo[2,3-b]quinazolones I <IMAGE> (R<1>-R<4> = hydrogen, halogen, nitro, cyano, alkyl, haloalkyl, cycloalkyl, alkoxy, alkylthio, alkanoylamino, haloalkanoylamino, carboxyl, carbamoyl, dialkylcarbamido, alkoxycarbonylalkyl, alkoxycarbonyl optionally substituted by alkoxy, alkylsulphonyl, phenylsulphonyl, sulphamoyl, alkylaminosulphonyl, alkylsulphonylamino, phenyl, phenoxy or thiophenyl optionally substituted by halogen, alkyl, haloalkyl, nitro or alkoxy or hetaryl optionally substituted by halogen or alkyl) are prepared by a) either reacting an anthranilamide derivative II <IMAGE> (R<5> and R<6> denote hydrogen or C1-C4-alkyl), with a thiazole derivative III <IMAGE> (X = fluorine, chlorine, bromine, alkylsulphonyl or arylsulphonyl) or b) for the case of certain radicals R<4>' from the group R<4>, reacting a thiazolo[2,3-b]quinazolone IV <IMAGE> with a nucleophile R<4>'-H (R<4>' represents alkoxy, alkylthio or phenoxy or thiophenyl optionally substituted by halogen, alkyl, haloalkyl, nitro or alkoxy) or an alkali metal, alkaline earth metal or ammonium salt of an alcohol, and novel thiazolo[2,3-b]quinazolones of the formula Ia <IMAGE> in which R<1><a> and R<2><a> denote hydrogen, halogen, nitro, cyano, C1-C20-alkyl, C1-C20-haloalkyl, C3-C8-cycloalkyl, C1-C20-alkoxy, C1-C20-alkylthio, C1-C20-alkanoylamino, C1-C20-haloalkanoylamino, carboxyl, carbamoyl, C3-C20-dialkylcarbamido, C3-C20-alkoxycarbonylalkyl, C2-C20-alkoxycarbonyl optionally substituted by C1-C20-alkoxy, C1-C20-alkylsulphonyl, phenylsulphonyl, sulphamoyl, C1-C20-alkylaminosulphonyl, C1-C20-alkylsulphonylamino, phenyl, phenoxy or thiophenyl optionally substituted by halogen, C1-C20-alkyl, C1-C20-haloalkyl, nitro or C1-C20-alkoxy or hetaryl optionally substituted by halogen or C1-C20-alkyl, R<3><a> denotes hydrogen, chlorine, bromine, carboxyl, C1-C4-alkyl, C1-C4-alkoxy, C1-C4-alkylthio, or phenoxy or thiophenyl optionally substituted by halogen, methyl, trifluoromethyl, nitro or methoxy, R<4><a> denotes one of the radicals R<3><a> or fluorine, or salts of these thiazolo-(2,3-b)-quinazolones, excepting 6-chloro-3-methyl-5H-thiazolo-(2,3-b)-quinazoline-5-one, 9-chloro-3-methyl-5H-thiazolo-(2,3-b)-quinazoline-5-one, 9-fluoro-5H-thiazolo-(2,3-b)-quinazoline-5-one, 9-fluoro-3-methyl-2-methoxycarbonyl-5H-thiazolo-(2,3-b)- quinazoline-5-one, 2,6-dichloro-5H-thiazolo-(2,3-b)-quinazoline-5-one, 2,6-dimethyl-5H-thiazolo-(2,3-b)-quinazoline-5-one and those compounds Ia in which both radicals R<3><a> and R<4><a> simultaneously denote hydrogen.
IPC 1-7
IPC 8 full level
A01N 43/90 (2006.01); C07D 277/32 (2006.01); C07D 513/04 (2006.01)
CPC (source: EP US)
A01N 43/90 (2013.01 - EP US); C07D 513/04 (2013.01 - EP US)
Designated contracting state (EPC)
BE CH DE FR GB IT LI NL
DOCDB simple family (publication)
EP 0263523 A2 19880413; EP 0263523 A3 19891108; EP 0263523 B1 19931229; DE 3634532 A1 19880414; DE 3788618 D1 19940210; JP S63290885 A 19881128; US 5030727 A 19910709
DOCDB simple family (application)
EP 87114742 A 19871009; DE 3634532 A 19861010; DE 3788618 T 19871009; JP 25392887 A 19871009; US 50849590 A 19900412